Cheltenham Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Browse Select Cheltenham Vacation Homes

Spacious 5-Bedroom Home in Cheltenham

7.0 out of 10, Good, (2)
"The house itself is nice but when we arrived there was a lot of rubbish around the house. The kitchen lacked glasses, cutlery, pots and pans. We bought glasses ourselves and the rest was brought after two days. The WiFi was not working and consequently the TV didn't go either. A new WiFi was dropped at the house after five (!) days which we installed ourselves but the TV still didn't work. At one day somebody stood in front of the house and wanted to show it to somebody who was interested to buy...
Spacious 5-Bedroom Home in Cheltenham

Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

8.6 out of 10, Excellent, (10)
"Stayed as a large family for a long weekend. The grandchildren loved the garden. The main house was great, the weather was perfect so we mainly used the kitchen and outside garden dining table. All four bedrooms in the main house are bright and well furnished. The bedrooms in the annexe are more basic but fine for just sleeping in. The host was always available and responded to the couple of queries we had immediately."
Stunning BIG COTSWOLD COTTAGE + Annexe sleeps 16

A quiet Edwardian house in the Cotswolds

10.0 out of 10, Exceptional, (52)
"We loved staying in Painswick and the cottage was perfect. It was a great location…a short walk into the village and easy access to all the public footpaths in the area. Our hosts were so kind. They made sure we had everything we needed and went above and beyond to ensure our comfort and convenience. Hope we can come back again some day! "
A quiet Edwardian house in the Cotswolds

17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water

10.0 out of 10, Exceptional, (47)
"The cottage is warm and comfortable and its proximity to Bourton a definite plus. The only reason I put good instead of excellent is because the beds are not king sized as listed (as far as an American king - perhaps UK sizing is different) and although a dryer is listed as an amenity, there is only a washer w/ drying line"
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water

Stow on the Wold Scandi Chic Authentic Cottage

10.0 out of 10, Exceptional, (3)
"A short (3 minutes) stroll to the center of Stow-on-the-Wold, one of the most beautiful and well-located towns in the Cotswolds. We loved everything about Glebe Cottage."
The price is CA $333
CA $502 total
includes taxes & fees
Sep 1 - Sep 2
Stow on the Wold Scandi Chic Authentic Cottage

Modern cottage with a sunny patio and home office.

10.0 out of 10, Exceptional, (7)
"Great location, clean, modern and well appointed. Would definitely stay again!"
Modern cottage with a sunny patio and home office.

Beauport Cottage - Stow-on-the-Wold, Beautiful Mezzanine Cottage in the heart of Stow

10.0 out of 10, Exceptional, (2)
"Perfect for a Cotswold holiday with great access into Stow and surrounding towns via lovely walks or car. Would highly recommend!"
Beauport Cottage - Stow-on-the-Wold, Beautiful Mezzanine Cottage in the heart of Stow

The Old Antique Shop Town Centre Stylish House

9.4 out of 10, Exceptional, (9)
"We had a great stay! The owners are very helpful. The property is such a great conversion and had everything we needed. We slept very well, really comfy beds. Brilliant location, just around the corner from some great places to eat. There's also an M&S Food over the road! "
The Old Antique Shop Town Centre Stylish House

Beautiful 5-Bed Regency Home in Montpellier

9.0 out of 10, Wonderful, (2)
"The house is very tastefully decorated throughout and situated close to great pubs and restaurants- perfect for a weekend away with friends "
Beautiful 5-Bed Regency Home in Montpellier

Lovely 3 bedroom house in East Cheltenham. Ideal for race goers and working away from home

Lovely 3 bedroom house in East Cheltenham. Ideal for race goers and working away from home

Cheltenham 'Hidden Gem' with Parking, Walk to Town

Cheltenham 'Hidden Gem' with Parking, Walk to Town

Modern Two Bedroom Two Bathroom Home

10.0 out of 10, Exceptional, (1)
"This house is very bright, spotless, great size for 4 people. It’s very well situated, easy access by car with a parking lot just in front of the door. That’s very helpful.It was a really nice surprise after a long trip, we really appreciated.Thanks so much to Phil and the team. "
Modern Two Bedroom Two Bathroom Home

Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!

Luxury Cotswolds Cottage with Hot Tub, Luxury Boutique Cotswold Cottage with Hot Tub!

Upper Slaughter * Grade II listed Cotswold Cottage

10.0 out of 10, Exceptional, (8)
"We stayed two weeks in this delightful cottage in Upper Slaughter. The location is very good for exploring the area and is close to a first class range of restaurants and pubs. Our host was very attentive and the accommodation most comfortable. We recommend a stay here"
Upper Slaughter * Grade II listed Cotswold Cottage

Pass the Keys | The Pippins a Cotswold cottage and garden parking

8.0 out of 10, Very good, (1)
"House is beautiful, very clean."
Pass the Keys | The Pippins a Cotswold cottage and garden parking

The Lansdown's Coach House

10.0 out of 10, Exceptional, (1)
"Beautiful house and nice lady running it ."
The Lansdown's Coach House

Cheltenham Cozy Retreat With 2 Bedrooms

3.5 star property
8.0 out of 10, Very good, (1)
"Great location, cottage was cosy and spacious with good amenities. Dog friendly and we had an enjoyable stay. Good restaurants in the area too "
Cheltenham Cozy Retreat With 2 Bedrooms

The Little House, Luxury Cotswolds Stunning Views

10.0 out of 10, Exceptional, (10)
"Absolutely beautiful houseand location. Our dogs loved it too"
The Little House, Luxury Cotswolds Stunning Views

NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking

9.8 out of 10, Exceptional, (30)
"A lovely apartment - Bedroom was big enough for me, though might be a little cosy for two. Sofabed in the lounge was larger, and I'm assured it was comfortable. Well appointed and put together as a base of operations from which to explore the local area. We didn't spend much time in it except to sleep, but it suited us very well. "
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking

Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

9.0 out of 10, Wonderful, (4)
"Great place , comfy beds , home away from home , great locationWorked well for family of 4 Thank you "
The price is CA $168
CA $299 total
includes taxes & fees
Aug 25 - Aug 26
Comfy modern townhouse/w free parking & garden, newly refurbished, self catering
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Cheltenham Hotel Reviews